Dimethyl carbate

Not to be confused with Dimethyl carbonate.
Dimethyl carbate
Names
IUPAC name
Dimethyl (1R,2S,3R,4S)-bicyclo[2.2.1]hept-5-ene-2,3-dicarboxylate
Other names
Dimethyl cis-5-norbornene-2,3-dicarboxylate ; Dimalone
Identifiers
39589-98-5 YesY
3D model (Jmol) Interactive image
ChemSpider 10430159
UNII BN2PH0TQOD YesY
Properties
C11H14O4
Molar mass 210.23 g·mol−1
Density 1.4852 g/cm3[1]
Melting point 38 °C (100 °F; 311 K)[1]
Pharmacology
P03BX05 (WHO)
Except where otherwise noted, data are given for materials in their standard state (at 25 °C [77 °F], 100 kPa).
Infobox references

Dimethyl carbate is an insect repellent.[2] It can be prepared by the Diels–Alder reaction of dimethyl maleate and cyclopentadiene.[3]

References

  1. 1 2 Merck Index, 11th Edition, 3230
  2. "Dimethyl carbate". AlanWood.net.
  3. Inukai, Takashi; Kojima, Takeshi (1966). "Aluminum chloride catalyzed diene condensation. II. Stronger adherence to the Alder endo rule". Journal of Organic Chemistry. 31: 2032–2033. doi:10.1021/jo01344a543. ISSN 0022-3263.


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